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Reaction of hydroxyflavones with secondary phosphine chalcogenides in the CCl4/Et3N system: synthesis of a new family of phosphorylated flavonoids
Authors:Pavel A Volkov  Nataliya N Pogodaeva  Nina I Ivanova  Kseniya O Khrapova  Ludmila I Larina  Boris G Sukhov  Yurii V Gatilov  Nina K Gusarova  Boris A Trofimov
Institution:1. A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences, 1 Favorsky Str., 664033 Irkutsk, Russia;2. Institute of Organic Chemistry, Russian Academy of Sciences, Lavrentjev Ave. 9, 630090 Novosibirsk, Russia;3. Novosibirsk State University, 2 Pirogova Str., 630090 Novosibirsk, Russia
Abstract:Flavonoids (3-hydroxy-, 3-hydroxy-4′-methoxy-, 3-hydroxy-7-methoxy-, and 5,7-dihydroxyflavones) react with secondary phosphine chalcogenides in the CCl4/Et3N redox system (50–52 °C, 3–5 h) to afford chemoselectively the corresponding chalcogenophosphinates of the hydroxyflavones in 65–82% yield.
Keywords:Hydroxyflavone  Secondary phosphine chalcogenides  Phosphorylation  Phosphinoсhalcogenоic O-esters
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